42411-39-2

Basic information

• Product Name: [R,(+)]-2-Chloropropionic acid ethyl ester
• Synonyms: (R)-2-Chloropropanoic acid ethyl ester;(R)-2-Chloropropionic acid ethyl ester;[R,(+)]-2-Chloropropionic acid ethyl ester;Ethyl (R)-2-chloro propionate;NH27780
• CAS NO: 42411-39-2
• Molecular Formula: C₅H₉ClO₂
• Molecular Weight: 136.5768
• Mol File: 42411-39-2.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 149 °C at 760 mmHg
• Flash Point: 49.5 °C
• Appearance: Colorless transparent liquid,
• Density: 1.081 g/cm³
• CAS DataBase Reference: [R,(+)]-2-Chloropropionic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: [R,(+)]-2-Chloropropionic acid ethyl ester(42411-39-2)
• EPA Substance Registry System: [R,(+)]-2-Chloropropionic acid ethyl ester(42411-39-2)

Safety Data

• Hazardous Substances Data: 42411-39-2(Hazardous Substances Data)

Usage

General Description

[R,(+)]-2-Chloropropionic acid ethyl ester is a chemical compound with the molecular formula C5H9ClO2. It is an ethyl ester derivative of 2-chloropropionic acid, which is a colorless liquid with a pungent odor. [R,(+)]-2-Chloropropionic acid ethyl ester is commonly used as a reagent in organic synthesis and as an intermediate in the production of pharmaceuticals and agrochemicals. It may also be used as a solvent in various chemical processes. The ethyl ester form of 2-chloropropionic acid is flammable and should be handled and stored with care to prevent any accidents or hazards.

Upstream product

• 64-17-5 ethanol 
• 57057-80-4 ethyl (S)-2-[[(4-methylphenyl)sulfonyl]oxy]propanoate 
• 108-91-8 cyclohexylamine 
• 535-13-7 2-chloro-propanoic acid, ethyl ester 
• 687-47-8 (-)-ethyl lactate 
• 760-11-2 (-)-Chlorsulfonsaeure-(1-aethoxycarbonyl-aethylester) 
• 7699-00-5 (R)-Ethyl lactate 
• 100-46-9 benzylamine 
• 89-78-1 (3S)-3-methyl-6-(1-methylethyl)cyclohexanol 
• 89-78-1 (3R)-3-methyl-6-(1-methylethyl)cyclohexanol 
• 687-47-8 (S)-Ethyl lactate 

Downstream Products

• 5978-70-1 (R)-Octan-2-ol 
• 129974-85-2 (S)-1-Methylheptyl (D)-2-chloropropanoate 
• 276682-02-1 methyl (2R)-S-tritylthiolactate 
• 94050-90-5 (R)-2-(4-hydroxyphenoxy)propionic acid 
• 37493-14-4 (R)-(-)-2-chloro-propan-1-ol 
• 115207-00-6 (1'R,2R)-N-(1'-Benzyloxymethyl-2'-hydroxyethyl)-2-chlorpropionsaeureamid 
• 115206-92-3 (2R,5S)-5-Benzyloxymethyl-2-methyl-3-oxoperhydro-1,4-oxazin 
• 89-78-1 (3S)-3-methyl-6-(1-methylethyl)cyclohexanol 
• 55284-69-0 (1R)-Menthyl (D)-2-chloropropanoate 
• 131432-90-1 (R)-N-Benzyl-2-chloropropionamide 
• 7474-05-7 (R)-2-chloropropionic acid 

Relevant articles and documents

Optimization of the use of a chiral bio-based building block for the manufacture of DHPPA, a key intermediate for propionate herbicides

An alternative route for the production of (R)-2-(4-hydroxyphenoxy) propionic acid (DHPPA), a key intermediate in herbicide chemistry, is proposed. This route makes use of a chiral building block, initially produced by fermentation. The route has been optimized based on two steps: chlorination and etherification. The chlorination step has a maximum ee of 99% and a yield of 85% after distillation. The etherification step has a yield of 66%. Comparison of the route with the industrial standard shows a significant improvement in terms of green chemistry: waste streams are lowered up to 7-fold and the toxicity of the waste streams is reduced. This journal is the Partner Organisations 2014.

Lipase catalysed synthesis of optically enriched α-haloamides

An efficient lipase catalysed synthesis of optically enriched α-halogenated amides with concomitant optical enrichment of the starting α-haloesters is described. Candida antarctica lipase (CAL) was found to be a better catalyst over porcine pancreatic lipase (PPL) and Candida cylindracea lipase (CCL). The effect of different organic solvents was also studied.

ENZYMATIC RECOGNITION OF DIASTEREOMERIC ESTERS

Aiming to improve the enantioselectivity of enzymatic resolution of esters, lipase catalyzed hydrolysis of (D)- and (L)-2-chloropropanoates of four racemic alcohols and transesterification of ethyl (DL)-2-chloropropanoate with optically pure alcohols was investigated.Thus, (rac)-endo-2-norbornyl (L)-2-chloropropanoate was hydrolized by lipase P about 5 times more selectively than its corresponding (D)-counterpart and optically pure (1R,2S,5R)-menthol was obtained by transesterification of its racemate with ethyl (D)-2-chloropropanoate using Candida cylindracea (CC)lipase.From the results obtained it seems obvious that lipases CC and P mainly can recognize the chirality of an alcohol moiety rather than that of an acid